1,3,5-トリアジン
1,3,5-トリアジン · s-トリアジン · シアニジン · sym-トリアジン · S-トリアジン STANDARD · 1,3,5-トリアジン, 97% · s-トリアジン Standard, 100 µg/mL in Toluene · TRIAZINE
識別子と物理属性
| CAS No. | 290-87-9 |
|---|---|
| 分子式 | C3H3N3 |
| 平均分子量 | 81.08 g/mol |
| 単同位体質量 | 81.03269711 g/mol |
| SMILES | c1ncncn1 |
| InChIKey | JIHQDMXYYFUGFV-UHFFFAOYSA-N |
| PubChem CID | 9262 |
| ChEMBL | CHEMBL15698 |
| ChEBI | CHEBI:30259 |
| EC No. | 206-028-1 |
| DTXSID | DTXSID7052785 |
| 現地名 | 1,3,5-トリアジン |
化学・物理的性質
| XLogP | 0 |
|---|---|
| 極性表面積 | 38.7 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 0 |
| 重原子数 | 6 |
| 形式電荷 | 0 |
| 複雑度 | 21 |
| Kovats Retention Index | 663 |
| 融点 | 77-83 °C (dec.)(lit.) |
| 沸点 | 114°C |
| 密度 | 1,38 g/cm3 |
| 屈折率 | 1.5060 (estimate) |
| 引火点 | 114°C |
| 貯蔵条件 | Inert atmosphere,Room Temperature |
| 溶解度 | メタノール: 0.1 g/mL、透明 |
| pKa（酸解離定数） | 2.07±0.10(Predicted) |
| 外観・状態 | powder to crystal |
| 色 | White to Orange to Green |
| Merck | 14,9602 |
| BRN | 104790 |
| CAS データベース | 290-87-9(CAS DataBase Reference) |
| NISTの化学物質情報 | 1,3,5-Triazine(290-87-9) |
化学的特性
White crystal
安全性と法規制
| GHS 分類 | DangerH302 (97.8%): Harmful if swallowed [Warning Acute toxicity, oral]H314 (13%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H315 (87%): Causes skin irritation [Warning Skin corrosion/irritation]H318 (89.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H335 (87%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]H360 (15.2%): May damage fertility or the unborn child [Danger Reproductive toxicity]P203, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P318, P319, P321, P330, P332+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 規制情報 | Chemical: 1,3,5-Triazine1,3,5-Triazine: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (97.8%)Skin Corr. 1B (13%)Skin Irrit. 2 (87%)Eye Dam. 1 (89.1%)STOT SE 3 (87%)Repr. 1B (15.2%) |
| 水環境危害等級（WGK） | 3 |
| RTECS 番号 | XY2957000 |
| 輸送番号（UN） | UN2928 |
| 税関コード | 29339900 |
| 危険文句（R） | 22-37/38-41-34 |
| 危険表示 | Xn,C |
| 安全措置（S） |
用途
解説
1,3,5-トリアジン．N原子3個とC原子3個からなる複素六員環をいう．次の3種類の異性構造があるが，1,3,5-トリアジンがもっともよく研究されていて，そのほかはあまり重要ではない．1,3,5-トリアジンはホルムアミジン塩酸塩とジホルムアミドナトリウムとの反応で得られる．揮発性固体．融点86 ℃，沸点114 ℃．エタノール，エーテルに可溶．水の上に落とすと，その高い蒸気圧と表面張力によるライデンフロスト現象(Leidenfrost phenomenon)すなわちショウノウ踊り(camphordancing)を呈する．1,2,4-トリアジンは淡黄色の油状物質．融点16～17.5 ℃，沸点156 ℃．n25D1.5149．1,2,3-トリアジンは板状晶．融点69.5～71 ℃．
使用
1,3,5-Triazine is a reagent in oxidation reactions, in synthesis of heterocycles. Triazine derivatives are used as herbicides, pharmaceuticals, complexation agents, peptidomimetic building blocks, and dyes.
製法・合成法
製造方法
Symmetrical 1,3,5-triazines are prepared by trimerization of certain nitriles such as cyanogen chloride or cyanimide. Benzoguanamine (with one phenyl and 2 amino substituents) is synthesised from benzonitrile and dicyandiamide. In the Pinner triazine synthesis (named after Adolf Pinner) the reactants are an alkyl or aryl amidine and phosgene. Insertion of an N-H moiety into a hydrazide by a copper carbenoid, followed by treatment with ammonium chloride also gives the triazine core.Amine-substituted triazines called Guanamines are prepared by the condensation of cyanoguanidine with the corresponding nitrile:(H2N)2C=NCN + RCN → (CNH2)2(CR)N3